Abstract
1-Hexene, cis-2-hexene and trans-2-hexene all oxidize at the same rate at 30°C to yield 60–62% 2-hexanone along with 3-hexanone and hexanal. trans-3-Hexene reacts similarly, with the product mixture only slightly enriched (by ≈ 5%) in 3-hexanone. Under typical oxidation conditions with 0.010 M of PdCl 2 and CuCl 2 present these hexenes are shown to isomerize rapidly to an equilibrium mixture. The overall oxidation turnover number (TN) is ≈ 10, while for 1-hexene the isomerization TN under these conditions is approximately 3100.
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